Maitland, FL
A walkable Orange County city between Winter Park and downtown Orlando, built around its chain of lakes.
Data as of 2026-08-25. Refreshed quarterly.
Walk score data © Walk Score.
Maitland sits in Orange County, Florida, just north of Winter Park and a short drive from downtown Orlando. The city is organized around a chain of lakes, including Lake Lily, which anchors a small downtown core of shops, restaurants, and civic buildings. With a population of 19,266, Maitland functions as a self-contained community while remaining closely tied to the greater Orlando metro area for employment and entertainment.
The city carries a Walk Score of 75, reflecting a layout where many daily errands, dining spots, and park visits can be done on foot, particularly in and around the downtown and Lake Lily areas. Maitland Avenue and US-17-92 serve as the main commercial corridors, lined with a mix of local businesses, offices, and service retail. Residential streets branch off from these corridors into established neighborhoods with mature tree canopies.
Maitland has a long-standing identity as a center for the arts, home to the Maitland Art Center and the Enzian Theater, one of the few independent cinemas in the region. Housing stock ranges from mid-century homes to newer condominium and townhome developments, giving the city a range of options for buyers looking to stay close to Winter Park's amenities without the associated price premium in every case.
What makes it distinctive
Things that move the needle.
Walkable Core
A Walk Score of 75 means many residents can reach shops, restaurants, and parks around downtown and Lake Lily without a car.
Lake Lily Park
The park and surrounding lake form the social center of the city, hosting community events and everyday recreation.
Arts and Culture
The Maitland Art Center and Enzian Theater give the city a cultural identity distinct from typical suburban Orlando communities.
Orlando Proximity
Maitland's location just north of Winter Park and close to downtown Orlando makes it a practical base for commuters.
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Frequently asked
Common questions about Maitland.
Is Maitland, FL walkable?
Yes. Maitland has a Walk Score of 75, which means most errands can be completed on foot, especially near the downtown and Lake Lily areas.
How big is Maitland, FL?
Maitland has a population of 19,266, making it a small city that still offers a full range of local amenities.
Where is Maitland located?
Maitland is in Orange County, Florida, positioned between Winter Park to the south and Eatonville and Altamonte Springs to the north.
What is Maitland known for?
Maitland is known for its chain of lakes, its walkable downtown, and cultural institutions like the Maitland Art Center and the Enzian Theater.
Nearby neighborhoods
More of Orange County.
Apopka, FL: a growing Orange County community northwest of Orlando with a walkable core and room to spread out.
Audubon Park is one of Orlando's most walkable neighborhoods, with an 86 Walk Score and an easy mix of homes, shops, and local dining.
Avalon Park pairs a walkable town center with the everyday convenience of east Orlando, all inside Orange County.
A walkable, lake-dotted neighborhood built on Orlando's former Naval Training Center, minutes from downtown and Winter Park.
A walkable, tree-lined neighborhood just north of downtown Orlando where historic bungalows meet local shops along Edgewater Drive.
A walkable, tree-lined neighborhood just south of Downtown Orlando built around its namesake park and Lake Cherokee.
Data is hand-curated by REHL editors from a mix of public records, MLS feed inputs, and listing aggregator analytics. Refreshed at least quarterly; the "as of" date above is current. Numbers shift constantly in active markets, for the most current view of any specific property, ask the agent we match you with. We aim for honest, not flattering.
School ratings draw from a blend of state assessments and public school-rating databases; verify zoning for your specific address before relying on these scores. Property tax estimates assume primary-residence homestead and standard millage rates as of the publish date.